3-Hydroxyrifamycin S
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| Category | Antibiotics |
| Catalog number | BBF-01023 |
| CAS | 75922-14-4 |
| Molecular Weight | 711.75 |
| Molecular Formula | C37H45NO13 |
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Description
3-Hydroxyrifamycin S is an Ansa antibiotic produced by the recombinant strain R-21 of Nocardia mediterranei. It has anti-Gram-positive bacteria and weaker anti-Gram-negative bacteria activity.
Specification
| IUPAC Name | [(7S,9Z,11S,12R,13S,14R,15R,16R,17S,18S,19Z,21Z)-2,15,17,29-tetrahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23,26,27-tetraoxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(28),2,4,9,19,21,25(29)-heptaen-13-yl] acetate |
| Canonical SMILES | CC1C=CC=C(C(=O)NC2=C(C3=C(C4=C(C(=C3O)C)OC(C4=O)(OC=CC(C(C(C(C(C(C1O)C)O)C)OC(=O)C)C)OC)C)C(=O)C2=O)O)C |
| InChI | InChI=1S/C37H45NO13/c1-15-11-10-12-16(2)36(47)38-26-30(43)24-23(31(44)32(26)45)25-34(20(6)29(24)42)51-37(8,35(25)46)49-14-13-22(48-9)17(3)33(50-21(7)39)19(5)28(41)18(4)27(15)40/h10-15,17-19,22,27-28,33,40-43H,1-9H3,(H,38,47)/b11-10-,14-13-,16-12-/t15-,17+,18+,19+,22-,27-,28+,33+,37-/m0/s1 |
| InChI Key | RHKLJQICQQSACY-FJBVFFGJSA-N |
Properties
| Appearance | Red Crystal |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
| Melting Point | 120-123°C |
| Solubility | Soluble in Methanol, DMF, Tetrahydrofuran, Dioxane, DMSO, Ether |
Reference Reading
1. 3-Hydroxyrifamycin S and further novel ansamycins from a recombinant strain R-21 of Nocardia mediterranei
P Traxler, T Schupp, H Fuhrer, W J Richter J Antibiot (Tokyo). 1981 Aug;34(8):971-9. doi: 10.7164/antibiotics.34.971.
The structures of 3-hydroxyrifamycin S and six further novel ansamycins isolated from the recombinant strain R-21 of Nocardia mediterranei were identified by spectroscopic methods. Three types of structure were distinguished: Type 1: Ansamycins of the rifamycin S type Type 2: Ansamycins of the rifamycin G type Type 3: Ansamycins of the rifamycin W type.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
